Photooxidation of other B-Vitamins as sensitized by Riboflavin

Leandro de O.R.  Arrivetti; Regina S. Scurachio; Willy Santos; Thiago B.R. Papa; Leif Horsfelt Skibsted; Daniel R. Cardoso

doi:10.1021/jf402123d

Photooxidation of other B-Vitamins as sensitized by Riboflavin

Leandro de O.R. Arrivetti, Regina S. Scurachio, Willy Santos, Thiago B.R. Papa, Leif Horsfelt Skibsted, Daniel R. Cardoso

Food Chemistry

5 Citations (Scopus)

Abstract

Pyridoxal phosphate (PLP) was found to deactivate triplet-excited riboflavin (Rib) in aqueous solution with a deactivation constant of 3.0 ± 0.1 × 10⁸ L mol^-1 s^-1 at 25 C. Likewise, PLP was found to quench the fluorescence emission of ¹Rib* with ¹k_q = 1.0 ± 0.1 × 10¹¹ L mol^-1 s^-1 as determined by steady state fluorescence. The rather high quenching constant suggests the formation of a ground state complex, which was further confirmed by time-resolved fluorescence measurements to yield a ¹Rib* deactivation constant of 3.4 ± 0.4 × 10¹⁰ L mol^-1 s^-1. Triplet quenching is assigned as one-electron transfer rather than hydrogen-atom transfer from PLP to ³Rib, as the reaction quantum yield, Φ = 0.82, is hardly influenced by solvent change from water to D₂O, Φ = 0.78. Neither biotin nor niacin deactivates the singlet- or triplet-excited riboflavin as it is expected from their higher oxidation potentials E > 2 V vs NHE.

Original language	English
Journal	Journal of Agricultural and Food Chemistry
Volume	61
Issue number	31
Pages (from-to)	7615-7620
Number of pages	6
ISSN	0021-8561
DOIs	https://doi.org/10.1021/jf402123d
Publication status	Published - 7 Aug 2013

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@article{8595276aa1b44733943386bc36aae4e5,

title = "Photooxidation of other B-Vitamins as sensitized by Riboflavin",

abstract = "Pyridoxal phosphate (PLP) was found to deactivate triplet-excited riboflavin (Rib) in aqueous solution with a deactivation constant of 3.0 ± 0.1 × 108 L mol-1 s-1 at 25 C. Likewise, PLP was found to quench the fluorescence emission of 1Rib* with 1kq = 1.0 ± 0.1 × 1011 L mol-1 s-1 as determined by steady state fluorescence. The rather high quenching constant suggests the formation of a ground state complex, which was further confirmed by time-resolved fluorescence measurements to yield a 1Rib* deactivation constant of 3.4 ± 0.4 × 1010 L mol-1 s-1. Triplet quenching is assigned as one-electron transfer rather than hydrogen-atom transfer from PLP to 3Rib, as the reaction quantum yield, Φ = 0.82, is hardly influenced by solvent change from water to D2O, Φ = 0.78. Neither biotin nor niacin deactivates the singlet- or triplet-excited riboflavin as it is expected from their higher oxidation potentials E > 2 V vs NHE.",

author = "Arrivetti, {Leandro de O.R.} and Scurachio, {Regina S.} and Willy Santos and Papa, {Thiago B.R.} and Skibsted, {Leif Horsfelt} and Cardoso, {Daniel R.}",

year = "2013",

month = aug,

day = "7",

doi = "10.1021/jf402123d",

language = "English",

volume = "61",

pages = "7615--7620",

journal = "Journal of Agricultural and Food Chemistry",

issn = "0021-8561",

publisher = "American Chemical Society",

number = "31",

}

TY - JOUR

T1 - Photooxidation of other B-Vitamins as sensitized by Riboflavin

AU - Arrivetti, Leandro de O.R.

AU - Scurachio, Regina S.

AU - Santos, Willy

AU - Papa, Thiago B.R.

AU - Skibsted, Leif Horsfelt

AU - Cardoso, Daniel R.

PY - 2013/8/7

Y1 - 2013/8/7

N2 - Pyridoxal phosphate (PLP) was found to deactivate triplet-excited riboflavin (Rib) in aqueous solution with a deactivation constant of 3.0 ± 0.1 × 108 L mol-1 s-1 at 25 C. Likewise, PLP was found to quench the fluorescence emission of 1Rib* with 1kq = 1.0 ± 0.1 × 1011 L mol-1 s-1 as determined by steady state fluorescence. The rather high quenching constant suggests the formation of a ground state complex, which was further confirmed by time-resolved fluorescence measurements to yield a 1Rib* deactivation constant of 3.4 ± 0.4 × 1010 L mol-1 s-1. Triplet quenching is assigned as one-electron transfer rather than hydrogen-atom transfer from PLP to 3Rib, as the reaction quantum yield, Φ = 0.82, is hardly influenced by solvent change from water to D2O, Φ = 0.78. Neither biotin nor niacin deactivates the singlet- or triplet-excited riboflavin as it is expected from their higher oxidation potentials E > 2 V vs NHE.

AB - Pyridoxal phosphate (PLP) was found to deactivate triplet-excited riboflavin (Rib) in aqueous solution with a deactivation constant of 3.0 ± 0.1 × 108 L mol-1 s-1 at 25 C. Likewise, PLP was found to quench the fluorescence emission of 1Rib* with 1kq = 1.0 ± 0.1 × 1011 L mol-1 s-1 as determined by steady state fluorescence. The rather high quenching constant suggests the formation of a ground state complex, which was further confirmed by time-resolved fluorescence measurements to yield a 1Rib* deactivation constant of 3.4 ± 0.4 × 1010 L mol-1 s-1. Triplet quenching is assigned as one-electron transfer rather than hydrogen-atom transfer from PLP to 3Rib, as the reaction quantum yield, Φ = 0.82, is hardly influenced by solvent change from water to D2O, Φ = 0.78. Neither biotin nor niacin deactivates the singlet- or triplet-excited riboflavin as it is expected from their higher oxidation potentials E > 2 V vs NHE.

U2 - 10.1021/jf402123d

DO - 10.1021/jf402123d

M3 - Journal article

C2 - 23848945

SN - 0021-8561

VL - 61

SP - 7615

EP - 7620

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

IS - 31

ER -

Photooxidation of other B-Vitamins as sensitized by Riboflavin

Abstract

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